methyl 6-(((2S,5R,6R)-4-((S)-2-((tert-butyldimethylsilyl)oxy)-1-cyclopropylethyl)-6-(3-chlorophenyl)-5-(4-chlorophenyl)-2-methyl-3-oxomorpholin-2-yl)methyl)nicotinate

Base Information

Chemical Name:methyl 6-(((2S,5R,6R)-4-((S)-2-((tert-butyldimethylsilyl)oxy)-1-cyclopropylethyl)-6-(3-chlorophenyl)-5-(4-chlorophenyl)-2-methyl-3-oxomorpholin-2-yl)methyl)nicotinate
CAS No.:1584732-21-7
Molecular Formula:C₃₆H₄₄Cl₂N₂O₅Si
Molecular Weight:683.747
Hs Code.:

methyl 6-(((2S,5R,6R)-4-((S)-2-((tert-butyldimethylsilyl)oxy)-1-cyclopropylethyl)-6-(3-chlorophenyl)-5-(4-chlorophenyl)-2-methyl-3-oxomorpholin-2-yl)methyl)nicotinate

Synonyms:methyl 6-(((2S,5R,6R)-4-((S)-2-((tert-butyldimethylsilyl)oxy)-1-cyclopropylethyl)-6-(3-chlorophenyl)-5-(4-chlorophenyl)-2-methyl-3-oxomorpholin-2-yl)methyl)nicotinate

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Chemical Property of methyl 6-(((2S,5R,6R)-4-((S)-2-((tert-butyldimethylsilyl)oxy)-1-cyclopropylethyl)-6-(3-chlorophenyl)-5-(4-chlorophenyl)-2-methyl-3-oxomorpholin-2-yl)methyl)nicotinate

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Technology Process of methyl 6-(((2S,5R,6R)-4-((S)-2-((tert-butyldimethylsilyl)oxy)-1-cyclopropylethyl)-6-(3-chlorophenyl)-5-(4-chlorophenyl)-2-methyl-3-oxomorpholin-2-yl)methyl)nicotinate

There total 4 articles about methyl 6-(((2S,5R,6R)-4-((S)-2-((tert-butyldimethylsilyl)oxy)-1-cyclopropylethyl)-6-(3-chlorophenyl)-5-(4-chlorophenyl)-2-methyl-3-oxomorpholin-2-yl)methyl)nicotinate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: (5R,6R)-4-((S)-2-((tert-butyldimethylsilyl)oxy)-1-cyclopropylethyl)-6-(3-chlorophenyl)-5-(4-chlorophenyl)-2-methylmorpholin-3-one

: 131803-48-0
methyl 6-bromomethylnicotinate

: 1584731-99-6
methyl 6-(((2R,5R,6R)-4-((S)-2-((tert-butyldimethylsilyl)oxy)-1-cyclopropylethyl)-6-(3-chlorophenyl)-5-(4-chlorophenyl)-2-methyl-3-oxomorpholin-2-yl)methyl)nicotinate

: 1584732-21-7
methyl 6-(((2S,5R,6R)-4-((S)-2-((tert-butyldimethylsilyl)oxy)-1-cyclopropylethyl)-6-(3-chlorophenyl)-5-(4-chlorophenyl)-2-methyl-3-oxomorpholin-2-yl)methyl)nicotinate

Guidance literature:: (5R,6R)-4-((S)-2-((tert-butyldimethylsilyl)oxy)-1-cyclopropylethyl)-6-(3-chlorophenyl)-5-(4-chlorophenyl)-2-methylmorpholin-3-one; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h; Inert atmosphere;

methyl 6-bromomethylnicotinate; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

Reference yield:

: 1429389-65-0
(5R,6R)-4-((S)-2-((tert-butyldimethylsilyl)oxy)-1-cyclopropylethyl)-6-(3-chlorophenyl)-5-(4-chlorophenyl)morpholin-3-one

: 131803-48-0
methyl 6-bromomethylnicotinate

: 74-88-4
methyl iodide

: 1584731-99-6
methyl 6-(((2R,5R,6R)-4-((S)-2-((tert-butyldimethylsilyl)oxy)-1-cyclopropylethyl)-6-(3-chlorophenyl)-5-(4-chlorophenyl)-2-methyl-3-oxomorpholin-2-yl)methyl)nicotinate

: 1584732-21-7
methyl 6-(((2S,5R,6R)-4-((S)-2-((tert-butyldimethylsilyl)oxy)-1-cyclopropylethyl)-6-(3-chlorophenyl)-5-(4-chlorophenyl)-2-methyl-3-oxomorpholin-2-yl)methyl)nicotinate

Guidance literature:: (5R,6R)-4-((S)-2-((tert-butyldimethylsilyl)oxy)-1-cyclopropylethyl)-6-(3-chlorophenyl)-5-(4-chlorophenyl)morpholin-3-one; methyl iodide; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

With diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h; Inert atmosphere;

methyl 6-bromomethylnicotinate; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;
DOI:10.1021/jm401911v

Reference yield:

: 5470-70-2
Methyl 6-methylnicotinate

: 1584732-21-7
methyl 6-(((2S,5R,6R)-4-((S)-2-((tert-butyldimethylsilyl)oxy)-1-cyclopropylethyl)-6-(3-chlorophenyl)-5-(4-chlorophenyl)-2-methyl-3-oxomorpholin-2-yl)methyl)nicotinate

Guidance literature:: Multi-step reaction with 2 steps

1.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 48 h / 75 °C / Inert atmosphere

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2.2: 0.25 h / -78 °C / Inert atmosphere

2.3: 1 h / -78 °C / Inert atmosphere

With N-Bromosuccinimide; lithium hexamethyldisilazane; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane;
DOI:10.1021/jm401911v